Fatty alkoxylate esters of aliphatic and aromatic dicarboxylic acids

ABSTRACT

Fatty alkoxylate esters consisting of diesters of aliphatic or aromatic dicarboxylic acids, formed by reacting the acid with a stoichiometric excess of one or more polyalkoxylated fatty alcohols having fatty moieties containing from 14 to 22 carbon atoms. Non-aqueous compositions for topical application are also disclosed including one or more active ingredients, and an emollient agent of the fatty alkoxylate esters of the present invention.

CROSS-REFERENCE TO RELATED APPLICATION

This is a continuation of application Ser. No. 08/226,638, filed on Apr.12, 1994, U.S. Pat. No. 5,597,555, which is a Continuation-In-Part ofprior application Ser. No. 07/862,074, filed on Apr. 2, 1992, now U.S.Pat. No. 5,302,377.

BACKGROUND OF THE INVENTION

The present invention relates to fatty alkoxylate esters of aliphaticand aromatic dicarboxylic and tricarboxylic acids possessing uniqueemolliency properties. The fatty alkoxylate esters of the presentinvention are particularly useful in the formulation of cold creams,after shaves, anti-perspirants, lotions, skin moisturizers, electricpre-shaves, topical pharmaceutical ointments, lipsticks, hand and naillotions and cleansing creams. The present invention further relates totopical preparations prepared from the fatty alkoxylate esters of thepresent invention.

Fatty acid esters of diols and polyols such as are disclosed in U.S.Pat. Nos. 4,803,010 to Ogino, 4,774,017 to Siebert, 4,614,622 toHuettinger and 4,097,403 to Tsutsumi are widely used as emulsifyingthickeners. While these compounds function effectively as thickeners andemulsifiers, they lack emolliency.

German Patent No. 2,834,645 discloses fatty alcohol esters of citricacid, a tricarboxylic acid. The compounds are disclosed as beingviscosity-stable cosmetic emulsifiers and thickeners; however, they lackthe unique emolliency properties of the ester compositions describedherein. Numerous other fatty citric acid esters are listed in theCosmetic, Toiletry and Fragrance Association International CosmeticIngredient Directory, such as trioctyl citrate, trioctyldodecyl citrate,tristearyl citrate, triisostearyl citrate and trilauryl citrate.However, none of these citrates have the unique properties of the estercompositions described and claimed herein.

Mineral oil is widely used in personal care products as an emollientbecause of its low cost. However, mineral oil has an undesirable oilyfeel which is carried over into the finished product.

There exists a need for products that will reduce the oily feel ofmineral oil without reducing its emolliency. Other than solid particlematerials such as DRY-FLO® (aluminum starch octenylsuccinate) which ismade by National Starch and Chemical of Bridgewater, N.J., there existsno other products which reduce the oily feel of mineral oil, petrolatum,and the like.

SUMMARY OF THE INVENTION

These needs are met by the present invention, which provides fattyalkoxylate esters of aliphatic and aromatic dicarboxylic andtricarboxylic acids which possess an exceptional dry emollient feel whencompared to prior art emulsifying thickeners of similar molecularweight. It is therefore an object of the present invention to provideagents having improved emollient properties in the nature of two or morepolyalkoxylated fatty alcohol chains covalently bonded by ester linkagesto the carboxylic acid groups of aliphatic and aromatic dicarboxylic andtricarboxylic acids. Another object of the present invention is toprovide a class of agents with superior emollient properties adaptablefor use in formulating topical preparations and the like.

In accordance with one embodiment of the present invention, there isprovided a fatty alkoxylate ester in which a diester or a triester of analiphatic or aromatic dicarboxylic acid or tricarboxylic acid is formedby reacting the acid with a stoichiometric excess of one or morepolyalkoxylated fatty alcohols. Preferred fatty alkoxylate esters of thepresent invention are citric acid esters having the structural formulaof Formula I: ##STR1## wherein R₁ is --OH or a polyalkoxylated fattyalcohol chain having the structural formula of Formula II: ##STR2## R₂is a saturated or unsaturated, substituted or unsubstituted, aliphaticor aromatic fatty moiety containing from 8 to 22 carbon atoms; each xand y are independently zero or integers from 1 to 100, inclusive; thesum of x and y in each fatty alkoxy ester chain is independently between1 and 200, inclusive; and the sum of all x's and y's does not exceed600.

The present invention provides fatty alkoxylate esters possessing anexceptional aesthetic emollient feel that has long been desired bycosmetic chemists for use in personal care products. Therefore, inaccordance with another embodiment of the present invention, there isprovided an aqueous composition for topical application including one ormore active ingredients, water and an emollient fatty alkoxylate esterof the present invention. Still yet another embodiment of the presentinvention provides a non-aqueous composition for topical applicationincluding one or more active ingredients and an emollient fattyalkoxylate ester of the present invention. The improved emollient feelof these esters enables cosmetic formulation chemists to produceproducts for topical application that out-perform similar products inaesthetic feel.

DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENT

The emollient agents of the present invention are fatty alkoxylateesters of aliphatic or aromatic, dicarboxylic or tricarboxylic acids.Aliphatic dicarboxylic acids suitable for use in the present inventioncontain from 2 to 22 carbon atoms. Aliphatic tricarboxylic acidssuitable for use in the present invention contain from 4 to 22 carbonatoms. Aromatic dicarboxylic acids suitable for use in the presentinvention contain from 8 to 22 carbon atoms, and aromatic tricarboxylicacids suitable for use in the present invention contain from 9 to 22carbon atoms. Preferred aliphatic dicarboxylic acids contain from 3 to 8carbon atoms. Preferred aliphatic tricarboxylic acids contain from 4 to8 carbon atoms. Examples of suitable aliphatic dicarboxylic acidsinclude malonic acid, succinic acid and maleic acid.

Preferred aromatic dicarboxylic acids contain from 8 to 12 carbon atoms.An example of a suitable aromatic dicarboxylic acid is phthalic acid.1,2-phthalic acid, having the lowest melting point of the phthalic acidisomers, is preferred. Preferred aromatic tricarboxylic acids containfrom 9 to 18 carbon atoms, and more preferably contain from 9 to 15carbon atoms.

Tricarboxylic acids are preferred over dicarboxylic acids, and thedicarboxylic and tricarboxylic acids are preferablyhydroxyl-substituted. Therefore, the most preferred aliphatic acid isthe hydroxyl-substituted tricarboxylic acid, citric acid.

The fatty alkoxylate esters of the present invention are formed byreacting the above-described dicarboxylic and tricarboxylic acids withpolyalkoxylated fatty alcohols. The polyalkoxylated fatty alcoholspreferably have between about 1 and about 100 moles of the alkoxylatingmoieties present for each fatty alcohol moiety and are preferably eitherpolyethoxylated, polypropoxylated or both polyethoxylated andpolypropoxylated. Therefore, preferred polyalkoxylated fatty alcohols inaccordance with the present invention have the structural formula ofFormula III: ##STR3## wherein R₂ is a saturated or unsaturated,substituted or unsubstituted aliphatic or aromatic fatty moietycontaining from 8 to 22 carbon atoms. X and y are independently zero orintegers from 1 to 100, inclusive, and the sum of x and y is between 1and 100, inclusive.

The polyalkoxylated fatty alcohol depicted above is prepared by thepolyalkoxylation of a saturated or unsaturated, substituted orunsubstituted, aliphatic or aromatic fatty alcohol having the structuralformula of Formula IV:

    R.sub.2 --OH                                               (IV)

As is well understood by those of ordinary skill in the art, fattyalcohols are derived from fatty acids, and for this reason, groups suchas R₂ are defined as fatty moieties. Fatty alcohols are oftencommercially prepared from a mixture of fatty acids and contain amixture of fatty moieties. Therefore, in accordance with the presentinvention, R₂ for each polyalkoxylated fatty alcohol chain may be thesame or different.

Saturated, unsubstituted, aliphatic fatty moieties containing from 8 to18 carbon atoms are preferred, and such fatty moieties containing from10 to 16 carbon atoms are even more preferred. The myristyl fatty moietycontaining 14 carbon atoms is most preferred.

For diesters of dicarboxylic acids, aliphatic fatty moieties containingfrom 14 to 22 carbon atoms are suitable for use with the presentinvention. Diesters of dicarboxylic acids with ethoxylated 6-carbonalcohols are disclosed by U.S. Pat. No. 4,061,612 as being useful asplasticizers with extended temperature ranges in elastomers. This isattributable to the short 6-carbon alcohol chains, which provide a lowmolecular weight diester with low viscosity that consequently has thesolvent properties required of a plasticizer.

The 14 to 22 carbon alcohols alkoxylated diesters of the presentinvention have high molecular weights and viscosities, and lack thesolvent properties to function effectively as a plasticizer. Instead,the higher molecular weight and viscosity results in a diester havingdesireable emollient properties. Such emollient properties cannot beobtained from the lower molecular weight low viscosity diestersdisclosed by U.S. Pat. No. 4,061,612.

Saturated, unsubstituted aliphatic moieties are preferred for thediesters of dicarboxylic acids of the present invention, and such fattymoieties containing from 14 to 18 carbon atoms are more preferred. Evenmore preferred are fatty moieties containing from 14 to 16 carbon atoms.The myristyl fatty moiety containing 14 carbon atoms is most preferred.

In the above-depicted polyalkoxylated fatty alcohol of Formula III, xand y are preferably independently selected from integers from 0 to 100,inclusive, and more preferably independently selected from integers from0 to 10, inclusive. The sum of x and y is preferably between 1 and 200,inclusive, and more preferably between 1 and 20, inclusive.

As will be readily appreciated by those of ordinary skill in the art,the dicarboxylic acid-based esters of the present invention will beesterified on both carboxylic acid groups by the above-depictedpolyalkoxylated fatty alcohol. The tricarboxylic acid-based compounds ofthe present invention will be esterified on either two or threecarboxylic acid groups with the above-depicted polyakoxylated fattyalcohol. As described above, the sum of x and y in each polyalkoxylatedfatty alcohol chain of Formula II is independently between 1 and 100,inclusive. However, the sum of all x's and y's in every polyalkoxylatedfatty alcohol chain of Formula I should not exceed 600. The sum of allx's and y's preferably do not exceed 300, and more preferably do notexceed 60.

As noted above, preferred fatty alkoxylate esters in accordance with thepresent invention are di- and tri-fatty alkoxylate esters of citric acidhaving the structural formula of Formula I depicted above, wherein R₁ is--OH or a polyalkoxylated fatty alcohol chain having the structuralformula of Formula II, wherein R2, x and y are the same as describedabove with respect to Formula IV. The sum of each x and y in eachpolyalkoxylated fatty alcohol chain and the sum of all x's and y's inevery polyalkoxylated fatty alcohol chain are the same as describedabove with respect to Formulas I and II.

With respect to Formulas I, II and III, when R₂ is a myristyl moiety, xis preferably zero and each y is preferably an integer independentlyselected from 1 to 100, inclusive, and more preferably an integerindependently selected from 1 to 10. The sum of all y's preferably doesnot exceed 300, and more preferably does not exceed 30.

The fatty alkoxylate esters of the invention described above areprepared by initially reacting, either sequentially, or in their mixedforms, saturated or unsaturated, substituted or unsubstituted, aliphaticor aromatic fatty alcohols containing from 8 to 22 carbon atoms, with anepoxide, preferably ethylene oxide, propylene oxide, or mixturesthereof, in the presence of an acidic or basic catalyst. It is typicalof propylene oxide to branch upon opening of the epoxide ring. Thisbranching tends to impart liquidity to the compound. Catalysts suitablefor this reaction are well-known in the art and include, for example,inorganic alkalis such as alkali metal oxides and hydroxides, e.g.,potassium hydroxide, sodium methoxide, sodium borohydride, protic andLewis acids, e.g., boron trifluoride, stannic chloride and sulfuricacid. Amines, quaternary ammonium compounds, water and other acids mayalso be employed. Mixtures of catalysts may also be employed. Certainreactive substrates known in the art, for example, acetylenic alkanols,may eliminate the need for such catalysts.

Preferably, a basic catalyst is used in this reaction and mostpreferably from about 0.1 to about 2.0 weight percent of potassium orsodium hydroxide, sodium methoxide, sodium borohydride or mixturesthereof, based on the weight of the alcohol. The reaction is carried outunder anhydrous conditions to avoid formation of by-products, and at atemperature which is, preferably, in the range of from about 110° C. toabout 200° C., although higher temperatures may be utilized. Thereaction can be carried out at substantially atmospheric pressure,although it is preferably carried out in an autoclave at pressures offrom about 10 psig to about 80 psig. The amount of ethylene oxide orpropylene oxide introduced to the reaction zone, and the duration ofreaction time, determines the number of moles of such components addedto the fatty moiety, R₂, of the fatty alcohol.

In Formulas I, II and III, x represents the number of moles of ethyleneoxide which are incorporated into each polyalkoxylate fatty alcoholchain. Likewise, y represents the number of moles of propylene oxidethat are incorporated into the polyalkoxylated fatty alcohol chain. Aswill be readily appreciated by those of ordinary skill in the art,stoichiometric quantities of fatty alcohols, ethylene oxide andpropylene oxide are reacted together, and stoichiometric quantities ofthe polyalkoxylated fatty alcohol and dicarboxylic acid or tricarboxylicacid are reacted together.

Preferably, the reaction is carried out sequentially in that the fattyalcohol is first reacted with the propylene oxide and after completereaction, the ethylene oxide is introduced into the reaction. Aftercomplete reaction of the ethylene oxide, an acid, e.g., phosphoric acidor acetic acid, is introduced into the reaction mixture to neutralizethe basic catalyst.

The resulting polyalkoxylated fatty alcohol is then reacted with asuitable dicarboxylic or tricarboxylic acid. Examples of suitable acidsare listed above and include malonic acid, succinic acid, maleic acid,phthalic acid and citric acid. The most preferred acid is citric acid.

A conventional esterification reaction of the acid with thepolyalkoxylated fatty alcohol is carried out. This may be accomplishedwith or without catalyst. Preferred catalysts are methane sulfonic acidand para-toluene sulfonic acid.

The esterification is typically performed by combining stoichiometricquantities of the polyalkoxylated fatty alcohol and the acid to beesterified. As is well understood by those of ordinary skill in the art,when two polyalkoxylated fatty alcohol chains are to be added to theacid, the polyalkoxylated fatty alcohol and acid to be esterified shouldbe combined in a molar ratio of 2:1. When three polyalkoxylated fattyalcohol chains are to be added to the acid, the polyalkoxylated fattyalcohol and acid to be esterified should be combined in a molar ratio of3:1. However, a slight stoichiometric excess should be employed toinsure complete esterification and a low acidity. The polyalkoxylatedfatty alcohol is a liquid, therefore a reaction solvent is not needed.

The polyalkoxylated fatty alcohol, acid and catalyst are combined withmixing to form a reaction mixture. The reaction mixture is heated withmixing at a temperature between about 155° C. and about 250° C., andpreferably at a temperature between about 170° C. and 220° C. until, forthe dicarboxylic acids and fully esterified tricarboxylic acids, an acidvalue of less than 8 mg KOH, and preferably less than 5 mg KOH isobtained. The reaction mixture is then cooled below 85° C. and washedwith water, preferably without neutralizing the catalyst. Highertemperatures should be avoided to prevent loss of the polyalkoxylatedfatty alcohols and, consequently, incomplete esterification and higherthan desired acidity. The ester layer is separated and heated undervacuum until a moisture content of less than 0.2 percent is obtained.

As noted above, the polyalkoxylated fatty alcohols can be prepared byreacting mixed forms of fatty alcohols containing from 8 to 22 carbonatoms with mixtures of ethylene oxide and propylene oxide. Therefore,the resulting polyalkoxylated fatty alcohol can contain a mixturederived from the ethoxylation and the propoxylation of mixtures of fattyalcohols containing from 8 to 22 carbon atoms.

The fatty alkoxylate esters of the present invention are particularlyuseful as agents that confer superior emollient properties adaptable foruse in a number of topical preparations. The esters are useful in theformulation of cold creams, after shaves, anti-perspirants, lotions,skin moisturizers, electric pre-shaves, topical pharmaceuticalointments, lipsticks, hand and nail lotions, cleansing creams, eyemakeup formulations, cream rinses, sunscreens, cosmetic emulsions orgels in general, hairdressing preparations, foam baths and the like.

The emollient agent of the present invention is primarily useful as areplacement for the mineral oil and petrolatum emollient agents of theprior art. The emollient agent works well on its own or with reducedlevels of mineral oil or petrolatum. A distinct improvement inemolliency properties of mineral oil or petrolatum-based products isnoticeable when as little as 25% of the mineral oil or petrolatum hasbeen replaced by the emollient agents of the present invention.Therefore, topical compositions in accordance with the present inventioncan include a second emollient agent of mineral oil, petrolatum, and thelike present with the emollient of the present invention in a ratio ofup to about 4:1 of the second emollient agent to the emollient agent ofthe present invention.

Aqueous topical preparations in accordance with the present inventioninclude the essential compounds of the emollient agent of the presentinvention and one or more active ingredients, with the balance beingwater. As mentioned above, a second emollient agent of mineral oil,petrolatum and the like can optionally be included. Suitable activeagents for use in topical preparations include sunscreens, moisturizers,film formers, detergents, thickening agents, emulsifiers, antisepticagents, conditioning agents, deodorant actives, reducing agents forpermanent wave products and the like. The detergent may include avariety of surfactants of the anionic type, non-ionic type, amphoterictype and mixtures thereof.

Suitable anionic detergents include sodium lauryl sulfate, sodium oleylsuccinate, ammonium lauryl sulfosuccinate, sodium lauryl ether sulfate,ammonium lauryl sulfate, sodium dodecylbenzene sulfonate,triethanolamine dodecylbenzene sulfinate, sodium N-lauroyl sarcosinate,sodium laureth sulfate and triethanolamine lauryl sulfate. Suitableamphoteric or ampholytic detergents includeN-lauryl-N'carboxymethyl-N-(2-hydroxyethyl) ethylenediamine,cocobetaine, the Miranol compounds in U.S. Pat. Nos. 2,528,378 and2,781,354, cocoamidopropyl hydroxysultaine, lauroampho diacetate andcocoamidopropyl betaine. Other suitable amphoteric detergents includethe quaternary cycloimidates, betaines and sultaines disclosed in U.S.Pat. No. 3,964,500. Nonionic surfactants include polysorbate 20,laurylamide DEA and sucrose monococate.

The topical preparations of the present invention, in addition toincluding the main components of the emollient agent of the presentinvention, one or more active ingredients, water and the optional secondemollient agent, may also include coloring agents, fragrances, proteins,humectants, salts, preservatives, essential oils and the like. Theseadditional components may be added in various amounts as is well-knownin the cosmetic formulation art.

Typical aqueous topical preparations in accordance with the presentinvention include the emollient agents of the present invention, alone,or with the second emollient agent, in a range of from about 0.20 toabout 40.0 percent by weight of the composition, preferably from about3.0 to about 20.0 percent by weight of the composition. The one or moreactive ingredients may be present in an amount from about 0.20 to about40.0 percent by weight of the composition, preferably from about 3.0 toabout 20.0 percent by weight of the composition. As noted previously,the second emollient agent, when present, is blended with the emollientagent of the present invention in a ratio of up to about 4:1 of thesecond emollient agent to the emollient agent of the present invention.

Non-aqueous topical preparations in accordance with the presentinvention may also be prepared. Such preparations include the essentialcompounds of the emollient agent of the present invention and one ormore of the above-listed active ingredients. A second emollient agent ofmineral oil, petrolatum, and the like may again optionally be included,as may the above-described coloring agents, fragrances, proteins,humectants, salts, preservatives, essential oils and the like.

Typical non-aqueous topical preparations in accordance with the presentinvention include the emollient agents of the present invention, alone,or with the second emollient agent, in a range of from about 0.20 toabout 99.0 percent by weight of the composition, preferably from about10 to about 90.0 percent by weight of the composition, and morepreferably from about 25 to about 75 percent by weight of thecomposition. The one or more active ingredients may be present in anamount from about 0.20 to about 99.0 percent by weight of thecomposition, preferably from about 10 to about 90.0 percent by weight ofthe composition, and more preferably from about 25 to about 75 percentby weight of the composition.

As with the aqueous topical preparations, the second emollient agent,when present, may be blended with the emollient agent of the presentinvention in a ratio of up to about 4:1 of the second emollient agent tothe emollient agent of the present invention.

One non-aqueous composition in accordance with the present invention isa bath oil consisting entirely of from about 25 to about 99 percent byweight of the emollient agent of the present invention, from about 1 toabout 75 percent by weight of mineral oil and optional coloring agents,fragrances, essential oils and the like. Preferred bath oils containabout 99 percent by weight of the emollient agent of the presentinvention.

A non-aqueous bath oil composition consisting entirely of the emollientagent of the present invention, with optional coloring agents,fragrances, essential oils and the like may also be prepared.

The topical preparations of the present invention are formulatedutilizing techniques that are well-known in the cosmetic formulatingart. Typically, the ingredients are combined with mixing and theaddition of heat if necessary until a uniform, homogeneous product isformed. The water-soluble and water-insoluble ingredients are mixedtogether separately and combined with suitable emulsifying ingredients,such as the fatty alkoxylate esters of the present invention, to formemulsions.

The following non-limiting examples set forth hereinbelow illustratecertain aspects of the present invention. They are not to be consideredlimiting as to the scope and nature of the present invention.

EXAMPLES Example 1 Preparation of Tri-PPG-3 Myristyl Ether Citrate

Propylene oxide was bubbled into 685 g of myristyl alcohol in thepresence of potassium hydroxide catalyst until three moles of propyleneoxide were added per mole of myristyl alcohol, thus obtaining a pale,yellow liquid (PPG-3 myristyl ether) as the major product.

A four-necked flask was charged with 1,210 g of the PPG-3 myristyl etherand 190 g of citric acid. A catalytic amount of methane sulfonic acidwas added to effect esterification, and the resulting reaction mixturewas heated with stirring at 190° C. until an acid value of less than 8mg KOH was obtained. The reaction mixture was cooled to 85° C. andwashed with water. The ester layer was separated and heated under vacuumuntil a moisture content of less than 0.2 percent was obtained. Filterclay was added and the product was vacuum filtered, yielding tri-PPG-3myristyl citrate, a clear, pale yellow liquid.

Example 2 Preparation of DI-PPG-3 Myristyl Maleate

A four-necked flask was charged with 946 g of the PPG-3 myristyl etherof Example 1 and 54 g of maleic anhydride. A catalytic amount of methanesulfonic acid was added and the reaction mixture was heated at 120° C.until an acid value of less than 8 mg KOH was obtained. The product wascooled to 85° C. and washed with water. The ester layer was separatedand heated under vacuum until a moisture content of less than 0.2percent was obtained. Filter clay was added and the product was vacuumfiltered, yielding di-PPG-3 myristyl maleate, a clear, pale yellowliquid.

The following examples, while not intended to be limiting, demonstratetopical preparations formulated in the nature of hand lotions and a hairconditioner in accordance with the present invention. All quantitieslisted are a percentage by weight unless otherwise indicated.

Example 3 Preparation of Hand Lotion

A moisturizing hand lotion was prepared in accordance with the optimumformulation set forth below. Acceptable formula variations for thepreparation of such hand lotions are also illustrated.

    ______________________________________                                        Ingredient     Range      Preferred                                                                              Optimum                                    ______________________________________                                        Part A                                                                        Incroquat Behenyl TMS                                                                         1.0-10.0  2.0-7.0  3.5                                        Polawax         1.0-10.0  2.0-7.0  3.0                                        Stearyl Alcohol                                                                                0-5.0    0.5-3.0  1.0                                        Tri-PPG-3 Myristyl                                                                             0-15.0    2.5-10.0                                                                              5.0                                        Citrate                                                                       Mineral Oil      0-10.0   2.0-7.0  3.0                                        Petrolatum       0-10.0   2.0-7.0  4.0                                        Part B                                                                        Deionized Water                                                                              5.0-9.0    60-85    74.5                                       Glycerin        1.0-15.0  2.5-10   5.0                                        Part C         0.1-4.0    0.5-2.0  1.0                                        Germaben II                                                                   ______________________________________                                    

Incroquat Behenyl TMS, a behenyl trimonium methosulfate in cetearylalcohol and Polawax, an emulsifying wax (NF), are available from Croda,Inc. Germaben II, a diazolidinyl urea, methyl paraben and propylparaben-based preservative is available from Sutton Labs of Chatham,N.J.

The ingredients of Part A and Part B were separately mixed with heatingto 75° C. The Part B mixture was then added to the Part A mixture withthorough mixing. The resulting mixture was cooled to 45° C. withcontinued mixing. The Part C ingredient was then added with mixing andthe resulting mixture was cooled to room temperature with continuedmixing.

The resulting hand lotion possessed typical skin moisturizing propertiestogether with a surprisingly dry emollient feel.

Example 4 Hand Lotion

A second moisturizing hand lotion was prepared in accordance with theoptimum formulation set forth below. Acceptable formula variations arealso illustrated.

    ______________________________________                                        Ingredient     Range      Preferred                                                                              Optimum                                    ______________________________________                                        Part A                                                                        Di-PPG-3 Myristyl                                                                             1.0-15.0    25-10.0                                                                              6.5                                        Maleate                                                                       Volpo 10       0.5-6.0    1.0-4.0  2.0                                        Cetyl Alcohol    0-10.0   1.0-6.0  3.0                                        Lanolin Alcohol                                                                                0-3.0    0.2-1.0  0.5                                        Glyceryl Stearate                                                                            0.5-6.0    1.0-4.0  2.0                                        Mineral Oil      0-10.0   2.0-6.0  4.0                                        Part B                                                                        Volpo S-20     0.1-5.0    0.5-2.0  0.75                                       Incromectant AQ                                                                              0.1-5.0    0.5-3.0  1.00                                       Carbopol 934   0.01-1.0   0.1-0.5  0.20                                       Glycerin         0-10.0   1.0-6.0  3.00                                       Deionized Water                                                                              50.0-90.0  60.0-85.0                                                                              75.85                                      Part C                                                                        Germaben II    0.1-4.0    0.5-2.0  1.00                                       TEA 99%        0.01-1.0    0.1-0.50                                                                              0.20                                       ______________________________________                                    

Volpo 10, an oleth-10, Volpo S-20, a steareth-20 and Incromectant AQ, anacetamidopropyl trimonium chloride, are all available from Croda, Inc.Carbopol 934, a carboxyvinyl polymer with active carboxyl groups, isavailable from B.F. Goodrich.

The Part A ingredients were combined and heated to 80° C. with mixing.The Part B ingredients were prepared by first dusting the Carbopol 934in water and then stirring the mixture until completely dissolved. Theremaining ingredients of Part B were added and heated to 80° C. withmixing. The Part B mixture was added to the Part A mixture with mixing.The resulting mixture was then cooled to 45° C. with continued mixing.The Part C ingredients were then added and the resulting mixture wasallowed to cool to room temperature with continued mixing.

The resulting hand lotion possessed typical skin moisturizing propertiestogether with a surprisingly dry emollient feel.

Example 5 Hair Conditioner

A hair conditioner was prepared in accordance with the optimumformulation set forth below. Acceptable formula variations for thepreparation of such hair conditioners are also illustrated.

    ______________________________________                                        Ingredient     Range      Preferred                                                                              Optimum                                    ______________________________________                                        Part A                                                                        Stearalkonium Chloride                                                                       0.5-5.0    1.0-2.5  1.25                                       Polawax         1.0-10.0  2.0-7.0  3.00                                       Cetyl Alcohol    0-7.5    0.5-5.0  2.00                                       Crovol Pk-70     0-7.5    0.5-5.0  2.00                                       Tri-PPG-3 Myristyl                                                                           0.5-6.0    0.75-3.0 1.50                                       Citrate                                                                       Imcromectant AQ                                                                              0.2-4.0    0.5-2.5  1.00                                       Deionized Water                                                                              60.0-95.5  75.0-90.0                                                                              88.25                                      Part B         0.1-4.0    0.5-2.0  1.00                                       Germaben II                                                                   ______________________________________                                    

Crovol Pk-70, a PEG-45 palm kernel glyceride, is available from Croda,Inc.

The resulting product possessed characteristic hair conditioningproperties together with a desirable dry emollient feel.

Example 6 Comparative Example

Trimyristyl Citrate was prepared by esterifying non-propoxylatedmyristyl alcohol with citric acid under the same conditions as describedin Example I, but for the propoxylation step. The product was a whitesolid with a melting point of 38° C. The product also had very pooremolliency properties on its own, was marginally compatible with mineraloil at room temperature, and did not exhibit the reduction in oily feelof mineral oil as seen with the alkoxylated alcohol citrate esters. Theimproved emolliency of the compounds of the present invention wouldappear to be attributable, in part, to the alkoxylation of the fattyalcohols prior to esterification.

The foregoing description of the preferred embodiment should be taken asillustrating, rather than as limiting the present invention as definedby the claims. Numerous variations and combinations of the featuresdescribed above can be utilized without departing from the presentinvention.

What is claimed is:
 1. A non-aqueous composition for topical application comprising one or more active ingredients and a fatty alkoxylate ester emollient agent comprising a diester of an aliphatic or aromatic dicarboxylic acid, formed by reacting said acid with a stoichiometric excess of one or more polyalkoxylated fatty alcohols having fatty moieties containing from 14 to 22 carbon atoms.
 2. The composition of claim 1, wherein said one or more active ingredients are selected from the group consisting of sunscreens, moisturizers, film formers, detergents, emulsifiers, thickening agents, antiseptic agents, conditioning agents, deodorant actives and reducing agents for permanent wave products.
 3. The composition of claim 2, wherein said active ingredient comprises a detergent selected from the group consisting of anionic surfactants, non-ionic surfactants, amphoteric surfactants and mixtures thereof.
 4. The composition of claim 1, wherein said one or more active ingredients are present in an amount in the range of about 25 to about 75 percent by weight of said composition.
 5. The composition of claim 1, wherein said emollient agent is preset in an amount in the range of about 25 to about 75 percent by weight of composition.
 6. The composition of claim 1, wherein said fatty alkoxylate ester comprises a diester of an aliphatic dicarboxylic acid containing from 2 to 22 carbon atoms.
 7. The composition of claim 1, wherein said polyalkoxylated fatty alcohol is selected from the group consisting of polyethoxylated fatty alcohols, polypropoxylated fatty alcohols and fatty alcohols that are both polyethoxylated and polypropoxylated.
 8. The composition of claim 7, wherein said polyalkoxylated fatty alcohol comprises a polyalkoxylated fatty alcohol having the structural formula: ##STR4## wherein R₂ is a saturated or unsaturated, substituted or unsubstituted, aliphatic or aromatic fatty moiety containing from 14 to 22 carbon atoms; x and y are independently selected from the group consisting of zero and integers from 1 to 100, exclusive; and the sum of x and y is between 1 and
 100. 9. The composition of claim 8, wherein R₂ comprises the 14 carbon atom myristyl fatty moiety.
 10. The composition of claim 1, further comprising a second emollient agent selected from the group consisting of mineral oil, petrolatum and mixtures thereof, wherein said second emollient agent is present at up to about a 4:1 ratio with respect to said fatty alkoxylate ester emollient agent. 